Possible Clues:

• Financially struggling, with "in"
• Guy who cuts you off in traffic, e.g.
• Beatles tune, "Fixing ___"
• Sinatra film ''___ in the Head''
• Real scumbag
• Nine Inch Nails: "Head Like ___"
• 'There's ___ in My Bucket' (children's song)
• "There's ___ in the bottom of the sea"
• 'Fixing ___' (Beatles song)
• What Alice in Chains were "Down in"